diff --git a/clients/web/src/components/groups/ToolControls/ToolControls.test.tsx b/clients/web/src/components/groups/ToolControls/ToolControls.test.tsx
index b95c48ed8..5f644c2eb 100644
--- a/clients/web/src/components/groups/ToolControls/ToolControls.test.tsx
+++ b/clients/web/src/components/groups/ToolControls/ToolControls.test.tsx
@@ -399,6 +399,54 @@ describe("ToolControls", () => {
     expect(screen.queryByText("dupe")).not.toBeInTheDocument();
   });
 
+  // Asserts the given texts appear in this order in the rendered DOM.
+  const expectInDomOrder = (texts: string[]) => {
+    const nodes = texts.map((text) => screen.getByText(text));
+    for (let i = 1; i < nodes.length; i++) {
+      expect(
+        nodes[i - 1]!.compareDocumentPosition(nodes[i]!) &
+          Node.DOCUMENT_POSITION_FOLLOWING,
+      ).toBeTruthy();
+    }
+  };
+
+  it("lists tools alphabetically by their displayed label (#2782)", () => {
+    // sampleTools arrives as List Files, Query DB, git_status, git_commit.
+    renderWithMantine(<ToolControls {...baseProps} />);
+    expectInDomOrder(["git_commit", "git_status", "List Files", "Query DB"]);
+  });
+
+  it("keeps the sorted order while a search narrows the list (#2782)", () => {
+    renderWithMantine(<ToolControls {...baseProps} searchText="git" />);
+    expectInDomOrder(["git_commit", "git_status"]);
+  });
+
+  it("reports the source-position row key for a sorted row (#2782)", async () => {
+    // Sorting moves git_commit (source index 3) to the top; its key must still
+    // name its position in the server's list, which is what the parent resolves.
+    const user = userEvent.setup();
+    const onSelectTool = vi.fn();
+    renderWithMantine(
+      <ToolControls {...baseProps} onSelectTool={onSelectTool} />,
+    );
+    await user.click(screen.getByText("git_commit"));
+    expect(onSelectTool).toHaveBeenCalledWith("3:git_commit");
+  });
+
+  it("lists excluded tools alphabetically by the name they show (#2782)", () => {
+    // Titles that would invert the order: an excluded row shows only `name`,
+    // so sorting by the resolved title would read as unsorted.
+    const excluded = [
+      { name: "zed_tool", title: "Alpha" },
+      { name: "alpha_tool", title: "Zulu" },
+    ].map((tool) => ({
+      tool: { ...tool, inputSchema: { type: "object" as const } },
+      reason: "invalid x-mcp-header",
+    }));
+    renderWithMantine(<ToolControls {...baseProps} excludedTools={excluded} />);
+    expectInDomOrder(["alpha_tool", "zed_tool"]);
+  });
+
   it("renders no load error by default", () => {
     renderWithMantine(<ToolControls {...baseProps} />);
     expect(screen.queryByText(/Couldn't load/)).not.toBeInTheDocument();
diff --git a/clients/web/src/components/groups/ToolControls/ToolControls.tsx b/clients/web/src/components/groups/ToolControls/ToolControls.tsx
index e7b5f557a..9364df639 100644
--- a/clients/web/src/components/groups/ToolControls/ToolControls.tsx
+++ b/clients/web/src/components/groups/ToolControls/ToolControls.tsx
@@ -23,7 +23,11 @@ import {
 } from "../../elements/ListPaginationControls/ListPaginationControls";
 import { ToolListItem } from "../ToolListItem/ToolListItem";
 import { useScrollMemory } from "../../../hooks/useScrollMemory";
-import { toolRowKey } from "../../../utils/toolUtils";
+import {
+  compareToolLabels,
+  compareToolsByLabel,
+  toolRowKey,
+} from "../../../utils/toolUtils";
 import { formatCountedLabel, listCountOf } from "../../../utils/listCount";
 
 export interface ToolControlsProps {
@@ -151,22 +155,25 @@ export function ToolControls({
 }: ToolControlsProps) {
   const viewportRef = useScrollMemory("tools-sidebar");
   const query = searchText.toLowerCase();
-  // Stamp each row's source position before filtering, so the key survives the
-  // list narrowing (#1957).
+  // Stamp each row's source position before filtering and sorting, so the key
+  // survives the list narrowing (#1957) and the reordering (#2782).
   const filteredTools = tools
     .map((tool, sourceIndex) => ({
       tool,
       key: toolRowKey(tool.name, sourceIndex),
     }))
-    .filter(({ tool }) => !searchText || matchesQuery(tool, query));
+    .filter(({ tool }) => !searchText || matchesQuery(tool, query))
+    .sort((a, b) => compareToolsByLabel(a.tool, b.tool));
   // Excluded tools are searchable too, matching name AND title like the main
-  // list above, so a filtered view stays consistent.
+  // list above, so a filtered view stays consistent. They sort by `name`, not
+  // the resolved label, because `name` is all an excluded row shows.
   const filteredExcluded = excludedTools
     .map((excluded, sourceIndex) => ({
       ...excluded,
       key: excludedRowKey(excluded.tool.name, sourceIndex),
     }))
-    .filter(({ tool }) => !searchText || matchesQuery(tool, query));
+    .filter(({ tool }) => !searchText || matchesQuery(tool, query))
+    .sort((a, b) => compareToolLabels(a.tool.name, b.tool.name));
 
   // The server's total, not the search-filtered view: the header answers "how
   // many tools does this server expose" (#2607). Omitted until the first load
diff --git a/clients/web/src/utils/toolUtils.test.ts b/clients/web/src/utils/toolUtils.test.ts
index 5f7ee4184..483e022e1 100644
--- a/clients/web/src/utils/toolUtils.test.ts
+++ b/clients/web/src/utils/toolUtils.test.ts
@@ -1,6 +1,8 @@
 import { describe, it, expect } from "vitest";
 import type { Tool } from "@modelcontextprotocol/client";
 import {
+  compareToolLabels,
+  compareToolsByLabel,
   findToolByRowKey,
   hasInputFields,
   offersRunAsTask,
@@ -26,6 +28,46 @@ describe("resolveDisplayLabel", () => {
   });
 });
 
+describe("compareToolsByLabel (#2782)", () => {
+  const tool = (name: string, title?: string): Tool => ({
+    name,
+    ...(title === undefined ? {} : { title }),
+    inputSchema: { type: "object" },
+  });
+  const labels = (tools: Tool[]) =>
+    [...tools]
+      .sort(compareToolsByLabel)
+      .map((t) => resolveDisplayLabel(t.name, t.title));
+
+  it("orders by the displayed label: the title when present, else the name", () => {
+    expect(
+      labels([tool("zeta", "Alpha"), tool("beta"), tool("aaa", "Gamma")]),
+    ).toEqual(["Alpha", "beta", "Gamma"]);
+  });
+
+  it("ignores case and compares digit runs numerically", () => {
+    expect(
+      labels([tool("tool_10"), tool("Tool_2"), tool("apple"), tool("Banana")]),
+    ).toEqual(["apple", "Banana", "Tool_2", "tool_10"]);
+  });
+
+  it("treats labels differing only by case as equal, so a stable sort keeps source order", () => {
+    expect(compareToolsByLabel(tool("Echo"), tool("echo"))).toBe(0);
+    expect(compareToolsByLabel(tool("echo"), tool("echo"))).toBe(0);
+  });
+});
+
+describe("compareToolLabels (#2782)", () => {
+  it("compares raw labels with the same collation the tool comparator uses", () => {
+    expect(["tool_10", "Tool_2", "apple"].sort(compareToolLabels)).toEqual([
+      "apple",
+      "Tool_2",
+      "tool_10",
+    ]);
+    expect(compareToolLabels("Echo", "echo")).toBe(0);
+  });
+});
+
 describe("hasInputFields", () => {
   const baseTool = (inputSchema: Tool["inputSchema"]): Tool => ({
     name: "t",
diff --git a/clients/web/src/utils/toolUtils.ts b/clients/web/src/utils/toolUtils.ts
index 77afb7df9..fa0fb0593 100644
--- a/clients/web/src/utils/toolUtils.ts
+++ b/clients/web/src/utils/toolUtils.ts
@@ -16,6 +16,37 @@ export function resolveDisplayLabel(name: string, title?: string): string {
   return title ?? name;
 }
 
+// Case-insensitive, with digit runs compared numerically, so `tool_2` sorts
+// before `tool_10` and `Git` beside `git` — the order a person scanning the
+// list expects, rather than raw code-unit order.
+const toolLabelCollator = new Intl.Collator(undefined, {
+  sensitivity: "base",
+  numeric: true,
+});
+
+/**
+ * Orders two row labels the way the Tools sidebar sorts (#2782). Exported for
+ * rows that show something other than the resolved label — the excluded rows
+ * show the bare `name` — so each list sorts by the text it actually displays.
+ */
+export function compareToolLabels(a: string, b: string): number {
+  return toolLabelCollator.compare(a, b);
+}
+
+/**
+ * Orders tools by the label their row shows ({@link resolveDisplayLabel}: the
+ * `title` when present, else the `name`), so the Tools sidebar reads
+ * alphabetically however the server ordered `tools/list` (#2782). Ties return
+ * 0, and `Array.prototype.sort` is stable, so duplicates keep their source
+ * order.
+ */
+export function compareToolsByLabel(a: Tool, b: Tool): number {
+  return compareToolLabels(
+    resolveDisplayLabel(a.name, a.title),
+    resolveDisplayLabel(b.name, b.title),
+  );
+}
+
 /**
  * True when the tool's input schema declares at least one property — used by
  * App-flow callers to decide whether to render a form or auto-launch. Kept in